反応 #969877

ord-837f8df55324406d983aa5ce7878dffa

反応方程式

Nc1ccc2ncccc2c1
6-aminoquinoline
On1nnc2ccccc21
1-hydroxibenzotriazol
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)O
Z-Val-Pro-OH
CC(C)N=C=NC(C)C
N,N′-diisopropylcarbodiimide
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)O.Nc1ccc2ncccc2c1
Z-Val-Pro 6-aminoquinoline

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他was continued until the complete disappearance of the starting material (overnight)
  2. 2
    その他Then, the solvent was evaporated
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
  4. 4
    洗浄washed with citric acid (10%), NaHCO3 (10%) and brine
  5. 5
    乾燥The organic layer was dried (Na2SO4)
  6. 6
    その他evaporated
  7. 7
    その他leaving a residue that
  8. 8
    その他was purified by CCTLC on the chromatotron with hexane/ethyl acetate (1:4)
  9. 9
    その他to yield H (20
  10. 10
    その他yield

実験手順

A solution of Z-Val-Pro-OH (217.4 mg, 0.62 mmol) in dichloromethane (1.5 mL), was successively treated at room temperature. with 1-hydroxibenzotriazol (84.3 mg, 0.62 mmol), N,N′-diisopropylcarbodiimide (97.2 μL, 0.62 mmol) and 6-aminoquinoline (75 mg, 0.52 mmol). The stirring was continued until the complete disappearance of the starting material (overnight). Then, the solvent was evaporated, the residue was dissolved in ethyl acetate and washed with citric acid (10%), NaHCO3 (10%) and brine. The organic layer was dried (Na2SO4) and evaporated leaving a residue that was purified by CCTLC on the chromatotron with hexane/ethyl acetate (1:4) to yield H (20 yield

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08236756B2uspto-grants-2012_08